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The change you're asking for would be possible with the right extensions 
to the mail gateway code (we have already seen the need to pass in the 
item designator in other situations). You would then need to configure your 
MTA to handle the multiple email addresses feeding to Roundup. That's got 
to be messy... 
 
The email that roundup sends _out_ though, will always be from the 
roundup address and with the subject format that is currently used. Having 
it do anything else would be difficult. 
 
I'm not sure what you mean by "sending a bug upstream and tracking it  
there". I'm going to assume from  the "Most trackers" part of the comment 
you're talking about forwarding the issues from Roundup to another tracker?  
 
In what situation would you want to send the same message to two issues?